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2,4,6-Tris[Bis(Methoxymethyl)Amino]-1,3,5-Triazine
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Name

2,4,6-Tris[Bis(Methoxymethyl)Amino]-1,3,5-Triazine

 EINECS 221-422-3
CAS No. 3089-11-0 Density 1.219 g/cm3
PSA 103.77000 LogP -0.08580
Solubility N/A Melting Point 49 °C
Formula C15H30N6O6 Boiling Point 487 °C at 760 mmHg
Molecular Weight 390.44 Flash Point 248.3 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 3089-11-0 (2,4,6-TRIS[BIS(METHOXYMETHYL)AMINO]-1,3,5-TRIAZINE) Hazard Symbols N/A
Synonyms

1,3,5-Triazine-2,4,6-triamine,N,N,N',N',N'',N''-hexakis(methoxymethyl)- (9CI);Melamine,hexakis(methoxymethyl)- (6CI,8CI);BTC 101;Dow Corning 25;Hexa(methoxymethyl)melamine;Hexakis(methoxymethyl)melamine;Hexamethylmethylolmelamine;Hexamethylolmelamine hexamethyl ether;N,N,N',N',N'',N''-Hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine;1,3,5-Triazine-2,4,6-triamine,N2,N2,N4,N4,N6,N6-hexakis(methoxymethyl)-;HMMM;1,3,5-Triazine-2,4,6-triamine, N,N,N',N',N'',N''-hexakis(methoxymethyl)-;1,3,5-Triazine-2,4,6-triamine, N2,N2,N4,N4,N6,N6-hexakis(methoxymethyl)-;Hexakis(methoxymethyl)melamine;

 

2,4,6-Tris[Bis(Methoxymethyl)Amino]-1,3,5-Triazine Synthetic route

67-56-1

methanol

531-18-0

hexa(hydroxymethyl)melamine

3089-11-0

N2,N2,N4,N4,N6,N6-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine

Conditions
ConditionsYield
With hydrogenchloride
With nitric acid In water at 45 - 55℃; for 1.5h; pH=1.5 - 3.8; Product distribution / selectivity;
With hydrogenchloride In water at 35℃; for 2h; pH=2.5; pH-value; Temperature;
2781-11-5

N,N-bis(2-hydroxylethyl)aminomethylphosphonic acid diethyl ester

3089-11-0

N2,N2,N4,N4,N6,N6-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine

C63H138N12O30P6

Conditions
ConditionsYield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 130℃; for 11h; Inert atmosphere;98%
2781-11-5

N,N-bis(2-hydroxylethyl)aminomethylphosphonic acid diethyl ester

3089-11-0

N2,N2,N4,N4,N6,N6-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine

107-21-1

ethylene glycol

C45H96N9O22P3

Conditions
ConditionsYield
Stage #1: N,N-bis(2-hydroxylethyl)aminomethylphosphonic acid diethyl ester; hexakis-N-methoxymethyl-[1,3,5]triazine-2,4,6-triamine With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 125℃; for 4h; Inert atmosphere;
Stage #2: ethylene glycol In N,N-dimethyl-formamide at 95℃; for 4h; Inert atmosphere;		97%
2781-11-5

N,N-bis(2-hydroxylethyl)aminomethylphosphonic acid diethyl ester

3089-11-0

N2,N2,N4,N4,N6,N6-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine

C47H102N10O22P4

Conditions
ConditionsYield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 125℃; for 7h; Inert atmosphere;97%
110-63-4

Butane-1,4-diol

2781-11-5

N,N-bis(2-hydroxylethyl)aminomethylphosphonic acid diethyl ester

3089-11-0

N2,N2,N4,N4,N6,N6-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine

C29H60N7O12P

Conditions
ConditionsYield
Stage #1: N,N-bis(2-hydroxylethyl)aminomethylphosphonic acid diethyl ester; hexakis-N-methoxymethyl-[1,3,5]triazine-2,4,6-triamine With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 120℃; for 2h; Inert atmosphere;
Stage #2: Butane-1,4-diol In N,N-dimethyl-formamide at 100℃; for 2h; Inert atmosphere;		95%
2781-11-5

N,N-bis(2-hydroxylethyl)aminomethylphosphonic acid diethyl ester

3089-11-0

N2,N2,N4,N4,N6,N6-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine

C31H66N8O14P2

Conditions
ConditionsYield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 120℃; for 3h; Inert atmosphere;95%
3089-11-0

N2,N2,N4,N4,N6,N6-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine

35948-25-5

9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide

66499-32-9

N,N,N',N',N'',N''-Hexakis-(10-oxo-10H-9-oxa-10λ5-phospha-phenanthren-10-ylmethyl)-[1,3,5]triazine-2,4,6-triamine

Conditions
ConditionsYield
With benzenesulfonic acid at 170 - 235℃; Temperature;89%
3089-11-0

N2,N2,N4,N4,N6,N6-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine

A

N2,N2,N4,N4,N6,N6-hexakis((nitrooxy)methyl)-1,3,5-triazine-2,4,6-triamine

B

N2,N2,N4,N4,N6-pentakis((nitrooxy)methyl)-N6-nitro-1,3,5-triazine-2,4,6-triamine

Conditions
ConditionsYield
With nitric acid; acetic anhydride; acetic acid at 25℃; for 72h; Reagent/catalyst;A 27.3%
B 41.2%
80-05-7

BPA

3089-11-0

N2,N2,N4,N4,N6,N6-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine

A

67-56-1

methanol

B

C41H60N12O10

922-65-6

divinylcarbinol

3089-11-0

N2,N2,N4,N4,N6,N6-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine

C39H54N6O6

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 110℃; Inert atmosphere;

2,4,6-Tris[Bis(Methoxymethyl)Amino]-1,3,5-Triazine Consensus Reports

Reported in EPA TSCA Inventory.

2,4,6-Tris[Bis(Methoxymethyl)Amino]-1,3,5-Triazine Specification

The 2,4,6-Tris[Bis(Methoxymethyl)Amino]-1,3,5-Triazine, with the CAS registry number 3089-11-0 and EINECS registry number 221-422-3, has the systematic name of N,N,N',N',N'',N''-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine. It is a kind of stable organics, and the molecular formula of the chemical is C15H30N6O6.

The physical properties of 2,4,6-Tris[Bis(Methoxymethyl)Amino]-1,3,5-Triazine are as followings: (1)ACD/LogP: 3.07; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 3.06; (4)ACD/LogD (pH 7.4): 3.07; (5)ACD/BCF (pH 5.5): 123.85; (6)ACD/BCF (pH 7.4): 126.28; (7)ACD/KOC (pH 5.5): 1089.62; (8)ACD/KOC (pH 7.4): 1111; (9)#H bond acceptors: 12; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 15; (12)Polar Surface Area: 103.77 Å2; (13)Index of Refraction: 1.548; (14)Molar Refractivity: 101.73 cm3; (15)Molar Volume: 320.2 cm3; (16)Polarizability: 40.33×10-24cm3; (17)Surface Tension: 50.1 dyne/cm; (18)Density: 1.219 g/cm3; (19)Flash Point: 248.3 °C; (20)Enthalpy of Vaporization: 75.28 kJ/mol; (21)Boiling Point: 487 °C at 760 mmHg; (22)Vapour Pressure: 1.23E-09 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O(CN(c1nc(nc(n1)N(COC)COC)N(COC)COC)COC)C
(2)InChI: InChI=1/C15H30N6O6/c1-22-7-19(8-23-2)13-16-14(20(9-24-3)10-25-4)18-15(17-13)21(11-26-5)12-27-6/h7-12H2,1-6H3
(3)InChIKey: BNCADMBVWNPPIZ-UHFFFAOYAK

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1050mg/kg (1050mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 6, Pg. 119, 1956.
rat LD oral > 17gm/kg (17000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) National Technical Information Service. Vol. OTS0533727,
rat LD50 intraperitoneal 550mg/kg (550mg/kg)   Archiv der Pharmazie Vol. 306, Pg. 274, 1973.

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